Catalytic Reactions Involving the Oxidative Addition of Si─Halogen and Si─Pseudohalogen Bonds as a Key Step

Chatani, Naoto

doi:https://doi.org/10.1002/asia.202500808

Catalytic Reactions Involving the Oxidative Addition of Si─Halogen and Si─Pseudohalogen Bonds as a Key Step

Chatani, Naoto

Chemistry - An Asian Journal, 2025, 20(20), e00808

アクセス数:15件（2026-02-15 18:42 集計）

固定URL: https://hdl.handle.net/11094/102969

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タイトル	Catalytic Reactions Involving the Oxidative Addition of Si─Halogen and Si─Pseudohalogen Bonds as a Key Step
著者	NRID 1000030171953 1000030171953 著者名 Chatani, Naoto
キーワード等	Cross-Coupling
	Cross-Electrophile Coupling
	Halosilanes
	Oxidative addition
	Silylmetalation
内容	Chatani N., . Catalytic Reactions Involving the Oxidative Addition of Si─Halogen and Si─Pseudohalogen Bonds as a Key Step. Chemistry - An Asian Journal 20(20), e00808 (2025); https://doi.org/10.1002/asia.202500808.
抄録	The oxidative addition of C-halogen bonds of aryl halides or alkyl halides is a critical step in a wide variety of transition-metal-catalyzed C─C and C–heteroatom bond formation reactions. In contrast, the oxidative addition of Si-halogen bonds of halosilanes has not been used in the development of transition metal-catalyzed reactions, although halosilanes are known to be highly reactive in many organic reactions with oxygen-containing compounds. However, recent progress in transition metal-catalyzed reactions using halosilanes has resulted in several synthetically useful and revolutionary methodologies concerning organosilicon synthesis through the oxidative addition of Si–halogen bonds, even less reactive Si─Cl bonds. This review will focus on transition metal-catalyzed reactions of C─C multiple bonds, such as alkenes, alkynes, and 1,3-dienes with R3Si-X (I, Br, Cl, and OTf), in which the oxidative addition of a Si─X bond appears to be a key step. In addition, the transition metal-catalyzed cross-coupling, cross-electrophile coupling, and three-component cross-electrophile coupling reactions with R3Si-X (I, Br, Cl, F, and OTf) are also discussed.
出版者	John Wiley and Sons Ltd
収録物名	Chemistry - An Asian Journal
巻(号)	20(20)
ページ	e00808
刊行年月	2025-08-28
言語	英語
ハンドルURL	https://hdl.handle.net/11094/102969
PISSN	18614728
eISSN	1861471X
関連情報 (isIdenticalTo)	DOI (出版社版) https://doi.org/10.1002/asia.202500808
アクセス権	open access
権利情報	This article is licensed under a Creative Commons Attribution-NonCommercial 4.0 International License.
権利情報	© 2025 The Author(s). Chemistry - An Asian Journal published by Wiley-VCH GmbH
出版タイプ	Version of Record
カテゴリ	学術雑誌論文 Journal Article

資源タイプ	学術雑誌論文
ローカル資源タイプ	学術雑誌論文
DCMI資源タイプ	text
DCTERMS.bibliographicCitation	Chemistry - An Asian Journal. 2025, 20(20), p. e00808
DC.title	Catalytic Reactions Involving the Oxidative Addition of Si─Halogen and Si─Pseudohalogen Bonds as a Key Step
DC.creator	Chatani, Naoto
DC.publisher	John Wiley and Sons Ltd
DC.language' scheme='DCTERMS.RFC1766	英語
DC.type' scheme='DCTERMS.DCMIType	text
DCTERMS.issued' scheme='DCTERMS.W3CDTF	2025-08-28
DC.identifier	https://doi.org/10.1002/asia.202500808
DC.subject	Cross-Coupling
	Cross-Electrophile Coupling
	Halosilanes
	Oxidative addition
	Silylmetalation
DC.description	Chatani N., . Catalytic Reactions Involving the Oxidative Addition of Si─Halogen and Si─Pseudohalogen Bonds as a Key Step. Chemistry - An Asian Journal 20(20), e00808 (2025); https://doi.org/10.1002/asia.202500808.
DCTERMS.abstract	The oxidative addition of C-halogen bonds of aryl halides or alkyl halides is a critical step in a wide variety of transition-metal-catalyzed C─C and C–heteroatom bond formation reactions. In contrast, the oxidative addition of Si-halogen bonds of halosilanes has not been used in the development of transition metal-catalyzed reactions, although halosilanes are known to be highly reactive in many organic reactions with oxygen-containing compounds. However, recent progress in transition metal-catalyzed reactions using halosilanes has resulted in several synthetically useful and revolutionary methodologies concerning organosilicon synthesis through the oxidative addition of Si–halogen bonds, even less reactive Si─Cl bonds. This review will focus on transition metal-catalyzed reactions of C─C multiple bonds, such as alkenes, alkynes, and 1,3-dienes with R3Si-X (I, Br, Cl, and OTf), in which the oxidative addition of a Si─X bond appears to be a key step. In addition, the transition metal-catalyzed cross-coupling, cross-electrophile coupling, and three-component cross-electrophile coupling reactions with R3Si-X (I, Br, Cl, F, and OTf) are also discussed.
DC.rights	This article is licensed under a Creative Commons Attribution-NonCommercial 4.0 International License.
DC.rights	© 2025 The Author(s). Chemistry - An Asian Journal published by Wiley-VCH GmbH
DC.format	102969
citation_title	Catalytic Reactions Involving the Oxidative Addition of Si─Halogen and Si─Pseudohalogen Bonds as a Key Step
citation_author	Chatani, Naoto
citation_publisher	John Wiley and Sons Ltd
citation_language	英語
citation_date	2025-08-28
citation_journal_title	Chemistry - An Asian Journal
citation_volume	20
citation_issue	20
citation_firstpage	e00808
citation_doi	https://doi.org/10.1002/asia.202500808
citation_public_url	https://hdl.handle.net/11094/102969

Catalytic Reactions Involving the Oxidative Addition of Si─Halogen and Si─Pseudohalogen Bonds as a Key Step

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